LU85193A1 - Nouveaux derives de la 4-phenylaminopyridine,leur utilisation et leur preparation - Google Patents
Nouveaux derives de la 4-phenylaminopyridine,leur utilisation et leur preparation Download PDFInfo
- Publication number
- LU85193A1 LU85193A1 LU85193A LU85193A LU85193A1 LU 85193 A1 LU85193 A1 LU 85193A1 LU 85193 A LU85193 A LU 85193A LU 85193 A LU85193 A LU 85193A LU 85193 A1 LU85193 A1 LU 85193A1
- Authority
- LU
- Luxembourg
- Prior art keywords
- phenylaminopyridine
- denotes
- formula
- derivative
- derivatives
- Prior art date
Links
- DKQSRQLSDPYGCJ-UHFFFAOYSA-N n-phenylpyridin-4-amine Chemical class C=1C=NC=CC=1NC1=CC=CC=C1 DKQSRQLSDPYGCJ-UHFFFAOYSA-N 0.000 title claims abstract description 11
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 4
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- -1 hydroxyisopropyl Chemical group 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- NGBFQHCMQULJNZ-UHFFFAOYSA-N Torsemide Chemical compound CC(C)NC(=O)NS(=O)(=O)C1=CN=CC=C1NC1=CC=CC(C)=C1 NGBFQHCMQULJNZ-UHFFFAOYSA-N 0.000 description 6
- 229960005461 torasemide Drugs 0.000 description 6
- 241001465754 Metazoa Species 0.000 description 5
- 230000001882 diuretic effect Effects 0.000 description 5
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- HDGMAACKJSBLMW-UHFFFAOYSA-N 4-amino-2-methylphenol Chemical compound CC1=CC(N)=CC=C1O HDGMAACKJSBLMW-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 208000004880 Polyuria Diseases 0.000 description 3
- 241000700159 Rattus Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000035619 diuresis Effects 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- OJZQOQNSUZLSMV-UHFFFAOYSA-N (3-aminophenyl)methanol Chemical compound NC1=CC=CC(CO)=C1 OJZQOQNSUZLSMV-UHFFFAOYSA-N 0.000 description 1
- UATXPEGKHKMKOK-UHFFFAOYSA-N (4-chloropyridin-3-yl)sulfamoylformamide Chemical compound NC(=O)S(=O)(=O)NC1=CN=CC=C1Cl UATXPEGKHKMKOK-UHFFFAOYSA-N 0.000 description 1
- KAEAYCVNQYOVIS-UHFFFAOYSA-N 1-[(4-chloropyridin-3-yl)sulfamoyl]-n-propan-2-ylformamide Chemical compound CC(C)NC(=O)S(=O)(=O)NC1=CN=CC=C1Cl KAEAYCVNQYOVIS-UHFFFAOYSA-N 0.000 description 1
- OKIBNKKYNPBDRS-UHFFFAOYSA-N Mefluidide Chemical compound CC(=O)NC1=CC(NS(=O)(=O)C(F)(F)F)=C(C)C=C1C OKIBNKKYNPBDRS-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 239000000902 placebo Substances 0.000 description 1
- 229940068196 placebo Drugs 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 238000002627 tracheal intubation Methods 0.000 description 1
- LMJSLTNSBFUCMU-UHFFFAOYSA-N trichlormethiazide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NC(C(Cl)Cl)NS2(=O)=O LMJSLTNSBFUCMU-UHFFFAOYSA-N 0.000 description 1
- 230000036325 urinary excretion Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/10—Antioedematous agents; Diuretics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Hematology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU85193A LU85193A1 (fr) | 1984-01-31 | 1984-01-31 | Nouveaux derives de la 4-phenylaminopyridine,leur utilisation et leur preparation |
| EP85100876A EP0151451B1 (de) | 1984-01-31 | 1985-01-29 | 4-Phenylaminopyridin-Derivate, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| DE8585100876T DE3564106D1 (en) | 1984-01-31 | 1985-01-29 | 4-phenylaminopyridine derivatives, process of the preparation thereof and pharmaceutical compositions containing them |
| AT85100876T ATE36154T1 (de) | 1984-01-31 | 1985-01-29 | 4-phenylaminopyridin-derivate, verfahren zu ihrer herstellung und diese enthaltende arzneimittel. |
| CA000473156A CA1199330A (en) | 1984-01-31 | 1985-01-30 | Derivatives of 4-phenylaminopyridine, a process for the preparation thereof and pharmaceutical compositions containing them |
| JP60014601A JPS60197659A (ja) | 1984-01-31 | 1985-01-30 | 新規４―フェニルアミノピリジン誘導体及び利尿用製薬組成物 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU85193A LU85193A1 (fr) | 1984-01-31 | 1984-01-31 | Nouveaux derives de la 4-phenylaminopyridine,leur utilisation et leur preparation |
| LU85193 | 1984-01-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU85193A1 true LU85193A1 (fr) | 1985-09-12 |
Family
ID=19730214
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU85193A LU85193A1 (fr) | 1984-01-31 | 1984-01-31 | Nouveaux derives de la 4-phenylaminopyridine,leur utilisation et leur preparation |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0151451B1 (de) |
| JP (1) | JPS60197659A (de) |
| AT (1) | ATE36154T1 (de) |
| CA (1) | CA1199330A (de) |
| DE (1) | DE3564106D1 (de) |
| LU (1) | LU85193A1 (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3529529A1 (de) * | 1985-08-17 | 1987-02-19 | Boehringer Mannheim Gmbh | Verfahren zur herstellung einer stabilen modifikation von torasemid |
| CN110606860B (zh) * | 2019-09-29 | 2021-12-10 | 上海勋和医药科技有限公司 | 一种吡啶磺酰胺磷酸酯类化合物、其制备方法及其用途 |
| WO2023185911A1 (zh) * | 2022-03-30 | 2023-10-05 | 上海勋和医药科技有限公司 | 一种吡啶磺酰胺磷酸酯类化合物在制备抗脑水肿药物中的用途 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE758749A (fr) * | 1969-11-12 | 1971-05-10 | Ciba Geigy | Procede de preparation de nouveaux acides pyridine-sulfoniques |
| GB1477664A (en) * | 1974-04-17 | 1977-06-22 | Christiaens Sa A | Pyridine derivatives |
-
1984
- 1984-01-31 LU LU85193A patent/LU85193A1/fr unknown
-
1985
- 1985-01-29 DE DE8585100876T patent/DE3564106D1/de not_active Expired
- 1985-01-29 EP EP85100876A patent/EP0151451B1/de not_active Expired
- 1985-01-29 AT AT85100876T patent/ATE36154T1/de not_active IP Right Cessation
- 1985-01-30 JP JP60014601A patent/JPS60197659A/ja active Granted
- 1985-01-30 CA CA000473156A patent/CA1199330A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0566384B2 (de) | 1993-09-21 |
| CA1199330A (en) | 1986-01-14 |
| DE3564106D1 (en) | 1988-09-08 |
| EP0151451B1 (de) | 1988-08-03 |
| EP0151451A1 (de) | 1985-08-14 |
| JPS60197659A (ja) | 1985-10-07 |
| ATE36154T1 (de) | 1988-08-15 |
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